GB1006340A - Hydrazone derivatives of heterocyclic compounds - Google Patents

Hydrazone derivatives of heterocyclic compounds

Info

Publication number
GB1006340A
GB1006340A GB51377/63A GB5137763A GB1006340A GB 1006340 A GB1006340 A GB 1006340A GB 51377/63 A GB51377/63 A GB 51377/63A GB 5137763 A GB5137763 A GB 5137763A GB 1006340 A GB1006340 A GB 1006340A
Authority
GB
United Kingdom
Prior art keywords
formula
phenyl
compounds
group
phenylbenzyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB51377/63A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GD Searle LLC
Original Assignee
GD Searle LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by GD Searle LLC filed Critical GD Searle LLC
Publication of GB1006340A publication Critical patent/GB1006340A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/38—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
    • C07D211/98—Nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

The invention comprises compounds of the formula <FORM:1006340/C2/1> wherein Ar is a phenyl group, Ar1 is a phenyl or halophenyl group, Z is a hydrogen atom or a hydroxy group, and R is an alkyl, phenyl, hydroxyphenyl, dialkylaminoalkoxyphenyl, cyanophenyl, 3,4 - methylenedioxyphenyl, naphthyl, 2 - hydroxy - 1 - naphthyl, pyridyl, 4-quinolyl, or thienyl radical. The preferred halophenyl group is chlorophenyl. Suitable values for R are methyl, ethyl, propyl, butyl or hexyl radicals. The compounds are prepared by contacting an amine of the formula <FORM:1006340/C2/2> with an aldehyde of the formula RCHO. The reaction may be effected in the presence of an inert solvent and can be promoted by use of an elevated temperature or by catalytic amounts of a mineral or organic acid or by excess of the aldehyde reactant. Examples describe the preparation of 4-(p-chloro-a -phenylbenzyl)-1-ethylidene - aminopiperidine and 4 - (p - chloro - a - phenylbenzyl) - 1 (4 - pyridylmethylene-amino)-piperidine. Numerous other compounds, characterized by their melting points, are specified. The amines of the formula II are made by nitrozation and reduction of the compounds of the formula <FORM:1006340/C2/3> the meta-isomers of which are obtained by reacting 3-benzoylpipyridine with the appropriate Grignard reagent and reducing the resultant a - (optionally substituted phenyl)-a -phenyl-3-pyridine-methanol
GB51377/63A 1963-01-02 1963-12-31 Hydrazone derivatives of heterocyclic compounds Expired GB1006340A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US248873A US3158609A (en) 1963-01-02 1963-01-02 Diphenylmethyl-1-aminopiperidine hydrazones and congeners

Publications (1)

Publication Number Publication Date
GB1006340A true GB1006340A (en) 1965-09-29

Family

ID=22941050

Family Applications (1)

Application Number Title Priority Date Filing Date
GB51377/63A Expired GB1006340A (en) 1963-01-02 1963-12-31 Hydrazone derivatives of heterocyclic compounds

Country Status (9)

Country Link
US (1) US3158609A (en)
AT (1) AT247323B (en)
BE (1) BE642005A (en)
CH (1) CH441308A (en)
DE (1) DE1470265A1 (en)
DK (1) DK107806C (en)
FR (1) FR4541M (en)
GB (1) GB1006340A (en)
NL (1) NL302520A (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1470224B2 (en) * 1961-10-02 1976-09-30 G.D. Searle & Co., Chicago, Hl. (V.St.A.) 4-AMINOPIPERAZINE DERIVATIVES SUBSTITUTED IN 1 POSITION
US3252982A (en) * 1963-10-16 1966-05-24 Ciba Geigy Corp Benzhydryl compounds
US3252983A (en) * 1963-10-16 1966-05-24 Ciba Geigy Corp Aralkyl compounds
US3374233A (en) * 1964-08-03 1968-03-19 Searle & Co N-amino-17alpha-aza-d-homoandrost-5-en-3beta-ol and hydrazones thereof
US3395144A (en) * 1964-12-29 1968-07-30 Searle & Co Hydrazones of 1-amino-3, 3-diphenylpyrrolidines
WO1980000840A1 (en) * 1978-10-12 1980-05-01 Sandoz Ag N-substituted cyclic amines,their preparation and pharmaceuticals containing them
US4267318A (en) * 1979-09-12 1981-05-12 G. D. Searle & Co. 1-(Diarylmethyl)-4-piperidinamine and derivatives thereof
US20210177751A1 (en) 2017-12-08 2021-06-17 The Johns Hopkins University Hypotonic hydrogel formulations for enhanced transport of active agents at mucosal surfaces

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2932646A (en) * 1957-08-30 1960-04-12 Lakeside Lab Inc Nu-amino-nitrogen containing heterocyclic compounds

Also Published As

Publication number Publication date
DE1470265A1 (en) 1969-05-08
DK107806C (en) 1967-07-10
US3158609A (en) 1964-11-24
AT247323B (en) 1966-06-10
FR4541M (en) 1966-11-02
BE642005A (en)
NL302520A (en)
CH441308A (en) 1967-08-15

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